NPASS drugs

Drug Information

Drug ID:	NPD6532
Drug Name:	SM-6586
Molecular Formula:	C26H27N5O5
Canonical SMILES:	COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)c1onc(n1)CN(Cc1ccccc1)C)C
Standard InCHI:	InChI=1S/C26H27N5O5/c1-16-22(25-28-21(29-36-25)15-30(3)14-18-9-6-5-7-10-18)24(23(17(2)27-16)26(32)35-4)19-11-8-12-20(13-19)31(33)34/h5-13,24,27H,14-15H2,1-4H3
Standard InCHIKey:	HHVCXSOKQHQGFB-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6532

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	277
0.1-0.2	1644
0.2-0.3	7369
0.3-0.4	15069
0.4-0.5	3987
0.5-0.6	2337
0.6-0.7	204
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7554	NPC36836
Intermediate Similarity	0.7554	NPC63370
Intermediate Similarity	0.7104	NPC190945
Remote Similarity	0.6957	NPC220151
Remote Similarity	0.6957	NPC19692
Remote Similarity	0.6864	NPC471197
Remote Similarity	0.6837	NPC243850
Remote Similarity	0.6833	NPC471198
Remote Similarity	0.6787	NPC15384
Remote Similarity	0.6787	NPC244425
Remote Similarity	0.6682	NPC245916
Remote Similarity	0.6651	NPC285192
Remote Similarity	0.6636	NPC199851
Remote Similarity	0.6636	NPC294909
Remote Similarity	0.6636	NPC312870
Remote Similarity	0.6636	NPC254240
Remote Similarity	0.6636	NPC128265
Remote Similarity	0.6635	NPC102338
Remote Similarity	0.6635	NPC111602
Remote Similarity	0.6635	NPC63199
Remote Similarity	0.6635	NPC196251
Remote Similarity	0.653	NPC471155
Remote Similarity	0.653	NPC472538
Remote Similarity	0.65	NPC270241
Remote Similarity	0.6484	NPC471191
Remote Similarity	0.6484	NPC225400
Remote Similarity	0.646	NPC248601
Remote Similarity	0.6457	NPC6865
Remote Similarity	0.6457	NPC153980
Remote Similarity	0.6455	NPC470786
Remote Similarity	0.6447	NPC123241
Remote Similarity	0.6442	NPC21429
Remote Similarity	0.6438	NPC473376
Remote Similarity	0.6425	NPC71238
Remote Similarity	0.6422	NPC329338
Remote Similarity	0.6422	NPC469726
Remote Similarity	0.6413	NPC72956
Remote Similarity	0.6392	NPC473329
Remote Similarity	0.6379	NPC157931
Remote Similarity	0.6376	NPC471944
Remote Similarity	0.6372	NPC472293
Remote Similarity	0.6372	NPC471192
Remote Similarity	0.6359	NPC186669
Remote Similarity	0.6359	NPC14325
Remote Similarity	0.6359	NPC28848
Remote Similarity	0.6359	NPC106118
Remote Similarity	0.6356	NPC54744
Remote Similarity	0.6356	NPC221100
Remote Similarity	0.6356	NPC234078
Remote Similarity	0.6352	NPC66777
Remote Similarity	0.6352	NPC471762
Remote Similarity	0.635	NPC293458
Remote Similarity	0.6339	NPC54981
Remote Similarity	0.6332	NPC193410
Remote Similarity	0.6321	NPC175474
Remote Similarity	0.6313	NPC84317
Remote Similarity	0.6311	NPC471194
Remote Similarity	0.6311	NPC471193
Remote Similarity	0.6309	NPC187145
Remote Similarity	0.6308	NPC472113
Remote Similarity	0.6308	NPC55493
Remote Similarity	0.6308	NPC472292
Remote Similarity	0.6305	NPC223595
Remote Similarity	0.6305	NPC224970
Remote Similarity	0.6305	NPC167724
Remote Similarity	0.63	NPC248117
Remote Similarity	0.6298	NPC88110
Remote Similarity	0.6291	NPC314333
Remote Similarity	0.6291	NPC472112
Remote Similarity	0.6284	NPC472296
Remote Similarity	0.6284	NPC472297
Remote Similarity	0.6281	NPC61013
Remote Similarity	0.628	NPC14849
Remote Similarity	0.6279	NPC472295
Remote Similarity	0.6279	NPC269886
Remote Similarity	0.6279	NPC247735
Remote Similarity	0.6279	NPC81802
Remote Similarity	0.6279	NPC472210
Remote Similarity	0.6274	NPC473815
Remote Similarity	0.6261	NPC238457
Remote Similarity	0.625	NPC182057
Remote Similarity	0.625	NPC6974
Remote Similarity	0.625	NPC154478
Remote Similarity	0.625	NPC131450
Remote Similarity	0.625	NPC147298
Remote Similarity	0.6245	NPC281049
Remote Similarity	0.6244	NPC295548
Remote Similarity	0.6232	NPC203202
Remote Similarity	0.6232	NPC264482
Remote Similarity	0.6228	NPC147983
Remote Similarity	0.6228	NPC177996
Remote Similarity	0.6226	NPC141612
Remote Similarity	0.6226	NPC17273
Remote Similarity	0.6226	NPC135601
Remote Similarity	0.622	NPC469896
Remote Similarity	0.622	NPC91179
Remote Similarity	0.6219	NPC474058
Remote Similarity	0.6219	NPC68650
Remote Similarity	0.6215	NPC471196
Remote Similarity	0.6215	NPC471195
Remote Similarity	0.6215	NPC329858
Remote Similarity	0.6209	NPC97584
Remote Similarity	0.6203	NPC89987
Remote Similarity	0.6202	NPC234987
Remote Similarity	0.6193	NPC471199
Remote Similarity	0.6186	NPC116622
Remote Similarity	0.6184	NPC328611
Remote Similarity	0.6179	NPC307396
Remote Similarity	0.6178	NPC478158
Remote Similarity	0.6175	NPC474121
Remote Similarity	0.6174	NPC82070
Remote Similarity	0.6172	NPC218594
Remote Similarity	0.6172	NPC99043
Remote Similarity	0.617	NPC257851
Remote Similarity	0.6161	NPC143533
Remote Similarity	0.6158	NPC189116
Remote Similarity	0.6154	NPC21638
Remote Similarity	0.615	NPC311858
Remote Similarity	0.615	NPC66210
Remote Similarity	0.615	NPC160381
Remote Similarity	0.6147	NPC79356
Remote Similarity	0.6147	NPC52254
Remote Similarity	0.6147	NPC102592
Remote Similarity	0.6137	NPC220851
Remote Similarity	0.6135	NPC181138
Remote Similarity	0.6135	NPC276993
Remote Similarity	0.6135	NPC191310
Remote Similarity	0.6135	NPC298851
Remote Similarity	0.6135	NPC293255
Remote Similarity	0.6135	NPC210415
Remote Similarity	0.6135	NPC21752
Remote Similarity	0.6132	NPC258480
Remote Similarity	0.6132	NPC285923
Remote Similarity	0.6132	NPC472119
Remote Similarity	0.6121	NPC472323
Remote Similarity	0.6119	NPC472541
Remote Similarity	0.6119	NPC472542
Remote Similarity	0.6116	NPC277350
Remote Similarity	0.6114	NPC478157
Remote Similarity	0.6114	NPC477979
Remote Similarity	0.6111	NPC276430
Remote Similarity	0.6111	NPC117244
Remote Similarity	0.6111	NPC64216
Remote Similarity	0.6111	NPC473763
Remote Similarity	0.6109	NPC249150
Remote Similarity	0.6109	NPC195461
Remote Similarity	0.6109	NPC79129
Remote Similarity	0.6109	NPC49196
Remote Similarity	0.6109	NPC313985
Remote Similarity	0.6109	NPC81654
Remote Similarity	0.6106	NPC248862
Remote Similarity	0.6103	NPC476341
Remote Similarity	0.6103	NPC133003
Remote Similarity	0.61	NPC161827
Remote Similarity	0.6098	NPC470509
Remote Similarity	0.6091	NPC67288
Remote Similarity	0.6091	NPC52557
Remote Similarity	0.6089	NPC474905
Remote Similarity	0.6089	NPC477065
Remote Similarity	0.6087	NPC152768
Remote Similarity	0.6087	NPC148183
Remote Similarity	0.6073	NPC472540
Remote Similarity	0.6073	NPC472116
Remote Similarity	0.6073	NPC472539
Remote Similarity	0.6073	NPC470787
Remote Similarity	0.6063	NPC241024
Remote Similarity	0.6063	NPC192674
Remote Similarity	0.6056	NPC228835
Remote Similarity	0.6052	NPC472099
Remote Similarity	0.605	NPC295021
Remote Similarity	0.6049	NPC471130
Remote Similarity	0.6048	NPC474081
Remote Similarity	0.6043	NPC475271
Remote Similarity	0.604	NPC314882
Remote Similarity	0.6038	NPC113626
Remote Similarity	0.6037	NPC472097
Remote Similarity	0.6037	NPC129909
Remote Similarity	0.6035	NPC477548
Remote Similarity	0.6034	NPC323244
Remote Similarity	0.6034	NPC174788
Remote Similarity	0.6033	NPC184225
Remote Similarity	0.6029	NPC88970
Remote Similarity	0.6026	NPC75634
Remote Similarity	0.602	NPC311658
Remote Similarity	0.6019	NPC219336
Remote Similarity	0.6018	NPC102008
Remote Similarity	0.6018	NPC54420
Remote Similarity	0.6018	NPC50503
Remote Similarity	0.6017	NPC471615
Remote Similarity	0.6017	NPC476114
Remote Similarity	0.6016	NPC303374
Remote Similarity	0.601	NPC243673
Remote Similarity	0.601	NPC97380
Remote Similarity	0.601	NPC36495
Remote Similarity	0.601	NPC148468
Remote Similarity	0.601	NPC310403
Remote Similarity	0.601	NPC114806
Remote Similarity	0.601	NPC263709
Remote Similarity	0.601	NPC63210
Remote Similarity	0.6009	NPC159963

Drug Structure

NPD6532 OpenBabel08211710072D 37 40 0 0 1 0 0 0 0 0999 V2000 -0.9135 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9771 -3.5408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1417 -2.1318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5540 -2.9408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7350 -1.2183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5594 -2.8363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7405 -1.1137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1582 -1.8182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1527 -1.9228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5704 -2.6272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -3.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -4.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0475 -2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 2.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 30 1 0 0 0 0 4 35 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 30 1 0 0 0 0 15 21 1 0 0 0 0 15 30 1 0 0 0 0 16 22 2 0 0 0 0 16 27 1 0 0 0 0 17 23 2 0 0 0 0 17 27 1 0 0 0 0 19 24 1 0 0 0 0 20 31 1 0 0 0 0 21 28 1 0 0 0 0 21 29 2 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 23 26 1 0 0 0 0 25 28 2 0 0 0 0 25 36 1 0 0 0 0 26 32 2 0 0 0 0 26 35 1 0 0 0 0 27 37 1 0 0 0 0 29 36 1 0 0 0 0 31 33 2 0 0 0 0 31 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005917
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	489.20
ALogP	0.8313
MLogP	3.22
XLogP	6.165
HDA	5
HBD	1
Rotatable Bonds	14
TPSA	123.63
RO5 Violation	1